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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Apartments and estates in Longwood

Holiday homes - Holiday rentals

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (7)
  • Villa (101)
  • House (47)
  • Townhouse (17)
  • Condo (15)
  • Hotel apartment (1)

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188 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
7 reviews

from £108 / night

£521 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £294 / night

£2,055 / week

1 / 82

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £228 / night

£1,594 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
26 reviews

from £132 / night

£922 / week

1 / 37

Great rentals within 20 miles that match your search

Villa letting in Davenport with swimming pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £176 / night

£1,231 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £106 / night

£736 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
16 reviews

from £151 / night

£1,052 - £1,792 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £158 / night

£1,101 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £92 / night

£640 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Reunion

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £320 / night

£2,240 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £132 / night

£922 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £197 / night

£1,736 - £1,864 / week

1 / 33

Great rentals within 20 miles that match your search

ChampionsGate holiday condo rental

ChampionsGate condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £74 / night

£512 / week

1 / 23

Great rentals within 20 miles that match your search

ChampionsGate holiday townhouse rental

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £119 / night

£828 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday home rental

Intercession City house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £173 / night

£1,210 / week

1 / 30

Great rentals within 20 miles that match your search

Reunion holiday home rental

Reunion house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £151 / night

£1,056 / week

1 / 26

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £294 / night

£2,059 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
92 reviews

from £142 / night

£832 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £392 / night

£2,745 / week

1 / 79

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £392 / night

£2,745 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £199 / night

£1,392 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £222 / night

£1,549 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £294 / night

£2,059 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £294 / night

£2,059 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £176 / night

£1,231 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £294 / night

£2,059 / week

1 / 59

Great rentals within 20 miles that match your search

Davenport holiday townhouse rental

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £294 / night

£2,059 / week

1 / 59

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £294 / night

£2,059 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £211 / night

£1,475 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home with shared pool in ChampionsGate

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

from £206 / night

£1,372 / week

1 / 27

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £158 / night

£1,103 / week

1 / 16

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £239 / night

£1,667 / week

1 / 74

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £199 / night

£1,392 / week

1 / 60

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £233 / night

£1,626 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £239 / night

£1,667 / week

1 / 72

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £239 / night

£1,667 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £239 / night

£1,667 / week

1 / 71

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £239 / night

£1,667 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £294 / night

£2,055 / week

1 / 55

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £222 / night

£1,549 / week

1 / 40

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